Back on the dating scene

I was in a relationhip that lasted for several months recently. A girl I was really hooked on. We got along really well, we had a lot of fun sexually, and actually I was so involved in her and my work that I've sort of let this blog go for too long.

She got busy, had a lot of family and other issues, and the relationship suffered fatally. We ended it on good terms, so now I'm back to dating again. I don't mind, as it gives me a chance to have a different kind of fun, and my search for someone I like to have in my life full time offers me a chance to play with a lot of different women sexually. It's not even as empty as one-night stands, it's a chance to get to know a woman from every different angle. To see if she can be my partner in every way, from fun to talk to and hang out with, travel with, and when we're sufficiently alone to have wild, passionate sex. A lot.

I have to be careful, I don't want anyone to get hurt. I have to be up front and honest. I admit that I am ultimately looking for something long-term, but until I find it, I'm dating many women to find someone who has the level of self-esteem, drive, passion, adventure, and just plain fun that I'm looking for. And that I expect that any woman I date will also be dating others in search for what they're looking for.

Being busy and not getting out that much, and still not being that good at approaching women, I have been using a couple of the online dating sites. One free site, and one paid one. It's funny, my lack of approach skill seems to have carried over into my lack of ability to write a profile that attracts the upper echelon of looks in the sites. It does signify to me that I at least need to be a little more adventurous to have more stuff to talk about. I have been very adventurous throughout my life, but the past couple of years I've been much more conservative. I have to change that.

On the dates I've been on, carefully talking online, then via phone, then meeting works really well. We already know we have things in common, so grabbing a beer or coffee or dinner somewhere allows for hours of good conversation, which I'm also very open and honest about, and steer it toward some sexual talk with an air of fun. Women always sense my true intentions, that I'm interested in sex with them, not just in sex with anyone with tits and a vagina.

I like to go for the first kiss during the date, often right at the table. You get a good sense of what she'll be like in bed that way. And the same goes for her. You can really telegraph your abilities that way. Learning to be a good kisser may be one of the most important things. I love kissing, and love doing it al the time in a relationship. Ten years in, I still want to be making out like we did when we started dating.

Usually once I kiss a date, the deal is sealed. But I often don't go for it if I'm not sure of the girl. If she understands it's not leading to a commitment, at least at this point, everybody will be happy. If she hesitates, I won't go for it, because I'm like sexual heroin. Not bragging, I've worked hard to learn what I know about bringing pleasure to women. It turns me on as much as it does them.

I'll outline my recent dates in upcoming posts. Follow along and comment, too. I want to hear thoughts and experiences from men and women.

Sex on the First Date

I met a woman online a while ago. We've talked a few times on the phone and many times by text. Last night was the first time we'd met in person, and we hit it off right away. The conversation is really good, we have a couple of glasses of wine and a couple of appetizers, then I pull her face gently to mine and make out with her in the restaurant for about a minute. The chemistry is obvious, and we are holding hands and I am stroking her leg and arm as we talk. She has beautiful skin and I tell her just that. She says "What am I going to do with you?" My reply is, "Take me home". She agrees, with a shit-eating grin on her face.

She alludes to some skills she has, but I never give her the chance. We start making out on her bed right away, she pulls off my shirt, a button-down one, over my head in haste. I get all her clothes off and take my time, teasing and kissing and caressing everything, at first missing any of the usual erogenous zones. But only by a tiny bit. She's moaning and writhing around on the bed, a big turn-on for me. She's enjoying the teasing, obviously. I massage her feet, kiss slowly all the way up her body, finally giving her a little extra pleasure by sucking on one of her nipples. Or so I think. She's SUPER sensitive in her nipples, and with just a little tongue and lip pressure and movement, she cums for the first time. I've still got my pants on.

This. Is. Hot.

I haven't even touched her pussy, have only felt the warmth so far, but already she's grinding it into my body and arching her back. I'm in heaven, and I'm pretty sure she is, too. I love it when a woman relaxes with me and just lets go. I then put my fingers on her labia majora, stroking to bring in even more blood to the area to engorge and sensitize it. She's in her late 40s, but lubrication is obviously no problem here. She is dripping wet. I don't even have to reach for the lube.

I work in a couple of fingers to hit one of my favorite areas, and obviously hers, while sucking on one of her nipples. She loses her breath, and though she's trying to say my name, only the first syllable of that and any other word she tries to utter will come out. I've apparently interrupted her wiring in all the right ways. She cums and cums. I still have my pants on, hard-on raging behind the denim. I work my way down and start going down on her, she cums even harder. We go on like this for well over an hour, almost two, and she begs me for a break. Yep, I still had my pants on. I was leading her, starting to learn what she likes, finding her favorite spots. I was 100% present and picking up on her non-verbal communication, very helpful especially at those times when she can't talk. She has all three types of orgasms; positive orgasms: "YES! YES! YES!", negative orgasms: "Oh, no! Oh, No! Oh, No!" and religious orgasms: "OH, MY GOD! OH, MY GOD!".

I finally take my pants off, then tease her more by kissing her, rubbing my cock all over her, and bringing her to a few more orgasms with my cock still just pressing against her. At one point she tries to push my hands and face away from her nipples, so I pin her wrists above her head and keep going at her. This turns her on even more. She's a sweaty, wet mess from head to toe at this point.

I finally tease her pussy a little with my cock, then go in. She cums immediately and again a couple of times. I flip her over and before entering her, I whisper in her ear that she has to have my permission before she can cum again. I enter and she asks right away. I hold her off and she starts begging. I finally let her and she starts screaming. I've used this method before to teach a woman to cum on my command, and this is the start. I'm getting the feeling she won't be too hard to train.

She's open to everything so far, so I rimmed her a little and could feel the shivers that causes. Mix that with some fingers inside her dripping wet pussy and then switching to a finger resting on her anus, which she responds to very well. I lubricate my thumb with her juices and press it in a little bit. She responds by cumming, moaning loudly and pressing her asshole back against my thumb. I slide it in and she goes berserk, cumming harder. Next thing I know, she begs me to stick my cock in her ass. Not bad for a first date, eh?

We ultimately collapsed into a sweaty pile on the bed and fell asleep for two hours. I had to hit the head, so she walked me down the hallway in the dark to turn on the light for me. I grab her, press her against the wall and make her cum again before I go into the bathroom. She breathlessly whispers "You are so bad!"

We get in an hour of sleep before her alarm goes off, at which point I make sure she has an orgasm as she wakes up. As I get dressed to leave, she kisses me and asks when she can see me again.

I think I've created another addict!